Ammonia → 1-(3-(3-(Pyridin-3-yl)isoxazol-5-yl)phenyl)ethanone

HRID 390457Notes

Reaction equation

HRID 390457 reaction equation
[OH:1][N:2]=[C:3](Cl)[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[C:11]([C:13]1[CH:14]=[C:15]([C:19](=[O:21])[CH3:20])[CH:16]=[CH:17][CH:18]=1)#[CH:12].N>>[N:6]1[CH:7]=[CH:8][CH:9]=[C:4]([C:3]2[CH:12]=[C:11]([C:13]3[CH:14]=[C:15]([C:19](=[O:21])[CH3:20])[CH:16]=[CH:17][CH:18]=3)[O:1][N:2]=2)[CH:5]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 151814281-(3-Ethynylphenyl)ethanoneHCID 53404818N-Hydroxy-3-pyridinecarboximidoyl chloride

Product 1

HCID 445462861-(3-(3-(Pyridin-3-yl)isoxazol-5-yl)phenyl)ethanone

Procedure

The titled compound was prepared as the hydrochloride salt according to Method CB using the product of Example 1A (78 mg, 0.5 mmol) and 1-(3-ethynylphenyl)ethanone (GFS Chemicals, 72 mg, 0.5 mmol). 1H NMR (300 MHz, MeOH-d4) δ 2.70 (s, 3H), 7.67-7.85 (m, 2H), 7.94 (s, 1H), 8.13 (dt, J=5.1, 1.5 Hz, 1H), 8.18 (dt, J=7.6, 1.5 Hz, 1H), 8.40-8.54 (m, 2H), 8.80 (dd, J=5.2, 1.6 Hz, 1H), 9.20 (d, J=1.5 Hz, 1H) ppm; MS (DCI/NH3) m/z 265 (M+H)+.

Sources & evidence

ORD record
ord-00dfbb9472354d1584080d7c50931ffa
Source dataset
uspto-grants-2013_02
Patent number
US08383658B2

Reaction notes

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